Dakota Skye stops by to talk to her friend's brother, Preston. She needs guy advice. She wants to have sex with her new boyfriend but she has never done it before and she is scared of getting pregnant. Preston suggests she have anal sex to avoid the risk of pregnancy. Dakota asks Preston if he can show her how to take dick in the ass. After some convincing Preston agrees.

Bill is stuck showing his sister's friend around town until his sister gets in. He keeps throwing out ideas of what they can do but she turns them all down. The only thing she wants to do to pass the time is ride Bill's cock and Bill is not one to deny his guest's requests.

Since his sister wasn't around, Anthony decided to use her shower. But when he got out, he's startled to see his sister's sexy friend Gianna. Gianna doesn't mind waiting for her friend as long as she can have sex with her friend's brother.

Playboy Plus is on set with Elizabeth Mendez to shoot her exclusive pictorial. Get to know more about Elizabeth Mendez by watching our behind the scenes footage and the complete nude version available exclusively on?

AnnMarie Rios is taking a shower at her friendA?A?A?s place. She doesnA?A?A?t want to wake up her friendA?A?A?s brother, so she is being very careful. It turns out he isnA?A?A?t even sleeping. He uses the opportunity to sneak a peek of AnnMarie and snap a shot of her snatch!!

Wow. Tits and ass are flying every which way in this amazingly hot scene starring Rachel Starr, Rachel Roxxx, and Mariah Milano. When they gang up on and seduce Billy because they think he's a virgin, they're the ones who end up getting a big surprise.

Searching for that rare combination of stunning beauty and low maintenance? Look no further than Nikki, a ?T-shirt-and-jeans kind of girl? who feels her sexiest when she?s comfortable, not dressed up in lingerie. Her?

"""Why not be a Playboy model?"" Ashley thought when she submitted her photos to our offices. ""You're only young once. My best friend said that I should send in my photos, so I did."" Ashley is a budding legal secretary?"

Jillian Brookes & Maddy O'Reilly are over at their friend's house and they are ready to party since their friend's parent's are out of town. Their friend's brother is trying to put a stop to it though. Well these two hot chicks think they can change his mind because apparently there is a party in his pants and they're going to make sure he is cumming. Jillian and Maddy take his huge load and get to party down afterwards.

Jordan has always thought his sister's friend Gianna Michaels was hot and now that she's a model ... well, he has more beat-his-meat material than ever. So when Gianna finds him passed out with his dick in his hand, it's a little awkward but she fucks him to finish anyway!

"When we asked Robin Bain how she felt about joining the Playboy family, she said she was thrilled. ""This is a great opportunity to do something wild, different and adventurous, which I lover Robin also loves writing?"

Playboy.com is on set with Charlie Boyde to shoot her exclusive pictorial. Get to know more about Charlie Boyde by watching our behind the scenes footage and the complete nude version available exclusively on Playboy?

Playboy Plus is on set with Kate Marie to shoot her exclusive pictorial. Get to know more about Kate Marie by watching our behind the scenes footage and the complete nude version available exclusively on Playboy Plus?

By the time she was old enough to vote, Tanya Beyer took the kind of risk few people ever take. She decided to test her looks -- and her luck -- against the world's toughest competition. She'd been modeling for only?

Playboy.com is on set with Mosh to shoot her exclusive pictorial. Get to know more about Mosh by watching our behind the scenes footage and the complete nude version available exclusively on Playboy Plus. Watch th?

Playboy Plus is on set with Daniella Mugnolo to shoot her exclusive pictorial. Get to know more about Daniella Mugnolo by watching our behind the scenes footage and the complete nude version available exclusively on?

Playboy Plus is on set with Elizabeth Marxs to shoot her exclusive pictorial. Get to know more about Elizabeth Marxs by watching our behind the scenes footage and the complete nude version available exclusively on Pl?

Playboy Plus is on set with Julia Marino to shoot her exclusive pictorial. Get to know more about Julia Marino by watching our behind the scenes footage and the complete nude version available exclusively on Playboy?

A beautiful young girl from Beaumont, Texas and an avid reader of Playboy, Debra Jo Fondren dreamed of being a Playmate. Luckily, one of the magazine's photo assistants spotted the radiant Rapunzel and suggested she?

Playboy Plus is on set with Gabriella Broder to shoot her exclusive pictorial. Get to know more about Gabriella Broder by watching our behind the scenes footage and the complete nude version available exclusively on?

Playboy Plus is on set with Reby Sky to shoot her exclusive pictorial. Get to know more about Reby Sky by watching our behind the scenes footage and the complete nude version available exclusively on Playboy Plus. Wa?

Playboy Plus is on set with Brittany Evans to shoot her exclusive pictorial. Get to know more about Brittany Evans by watching our behind the scenes footage and the complete nude version available exclusively on Play?

Playboy.com is on set with Lissette Marie to shoot her exclusive pictorial. Get to know more about Lissette Marie by watching our behind the scenes footage and the complete nude version available exclusively on Play?

Playboy.com is on set with Jessica Workman to shoot her exclusive pictorial. Get to know more about Jessica Workman by watching our behind the scenes footage and the complete nude version available exclusively on Pla?

Playboy Plus is on set with Mya Matthews to shoot her exclusive pictorial. Get to know more about Mya Matthews by watching our behind the scenes footage and the complete nude version available exclusively on Playboy?